Day: March 22, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.171879-99-5,4-Chloro-6-methyl-7-azaindole,as a common compound, the synthetic route is as follows.

A mixture of 4-chloro-6-methyl-1 H-pyrrolo[2,3-b]pyridine (47mg, 0.291 mmol), 3-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyrazolo[1 ,5-b]pyridazine (107mg, 0.436mmol), X Phos Pd G3 (19.6mg, 0.023mmol) and potassium phosphate (124mg, 0.582mmol) in degassed ethanol (3.0ml_) and water (1.5ml_) was heated at 140C for 30 mins in the microwave. After cooling it was partitioned between ethyl acetate and water and the organic layer was separated, washed with brine, dried (Na2S04) and concentrated in vacuo. The crude product was purified by MDAP (Basic) to afford the title compound as a glass (27mg, 37%) LCMS (Method 1): Rt 2.12 min, m/z 249.8 [MH+]. 1 H NMR (400 MHz, d6-DMSO): 2.59 (3H, s), 6.56 (1 H, d, J=3.5 Hz), 7.19 (1 H, s), 7.34 (1 H, dd, J=4.4, 9.1 Hz), 7.43 (1 H, d, J=3.5 Hz), 8.48 (1 H, dd, J=1.8, 9.2 Hz), 8.56- 8.58 (2H, m), 11.59 (1 H, s), 171879-99-5

The synthetic route of 171879-99-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; THE UNIVERSITY OF NOTTINGHAM; BROOK, David; HAYES, Chris; BENNETT, Nicholas; PALFRAMAN, Matthew; CRAMP, Sue; BULL, Richard; BODNARCHUK, Michael; (262 pag.)WO2019/58132; (2019); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31241-19-7,5-Methoxy-2,3,3-trimethyl-3H-indole,as a common compound, the synthetic route is as follows.

5-Methoxy-2,3,3-trimethyl-3H-indole (2 g, 10.6 mmol) and 1-bromobutane (4.3 g, 31.7 mmol) were dissolved in 60 mL acetonitrile and warmed to 75 C The reaction was refluxed for 50 h. After the reaction was completed, it was filtered to give a brown oily liquid (2.1 g,Yield 61.0%,After purification by column chromatography, 2-2 1.5 g of pale yellow solid was obtained.

31241-19-7, As the paragraph descriping shows that 31241-19-7 is playing an increasingly important role.

Reference：
Patent; Shenyang Pharmaceutical University; Wang Dun; Wang Yongjun; Yang Xiaoguang; Lv Qingzhi; (25 pag.)CN108752319; (2018); A;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14618-45-2,3-(Trifluoroacetyl)indole,as a common compound, the synthetic route is as follows.

A mixture of 2,2,2-trifluro-1 H-indol-3-yl)ethanone (0.55 g, 2.58 mmol), K2CO3 (0.43 g, 3.1 1 mmol) and propyrgyl bromide (2 ml) was stirred in anhydrous DMF (8 ml) for 4 h. The mixture was quenched with aqueous NH4CI and diluted to 50 ml with EtOAc. The organic layer was separated, washed with w H2O, dried over MgSO4 and filtered. The filtrate was evaporated to dryness to give the product (0.57 g; 87%), as yellow solid. 1 H-NMR (CDCI3) 2.58 (tr, 1 H, J = 2.55 Hz); 4.96 (d, 2H, J = 2.55 Hz); 7.48 – 7.31 (m, 3H); 7.99 (s, 1 H); 8.41 – 8.38 (m, 1 H)., 14618-45-2

As the paragraph descriping shows that 14618-45-2 is playing an increasingly important role.

Reference：
Patent; AKAAL PHARMA PTY LTD; GILL, Gurmit, S.; GROBELNY, Damian, W.; WO2010/42998; (2010); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

53924-05-3, 7-Chloroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53924-05-3, Example 16 Procedure Used for the Preparation of 1-4. Exemplified for the Preparation of 6-chloroindole-3-carboxaldehyde (1) Phosphorus oxychloride (0.66 mL, 7 mmol) was added dropwise to anhydrous DMF (5 mL) at 0 C. under argon. A solution of 7-chloroindole (1 g, 6.6 mmol) in anhydrous DMF (15 mL) was added dropwise at room temperature and the resulting mixture was stirred for 2 h. The reaction mixture was poured into ice and saturated NaHCO3 and extracted with ethyl acetate. The combined organic solutions were washed with saturated NaCl (10 mL*3), dried over anhydrous MgSO4, filtered and concentrated to give 990 mg of product, 1, as a yellow-orange solid (83%).

53924-05-3 7-Chloroindole 104644, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Brigham and Women’s Hospital, Inc.; President and Fellows of Harvard College; US2005/119260; (2005); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

1065181-58-9, Ethyl 5-bromo-1H-indole-7-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The title compound can also be prepared according to the following procedure: TMSOTf (1.4 ml_, 7.7 mmol) was added dropwise to a solution of tetrahydro-4H-thiopyran- 4-one (0.88 g, 7.6 mmol) in DCM (80 ml.) in the presence of molecular sieves at 0 0C (bath temp). A solution of ethyl 5-bromo-1 /-/-indole-7-carboxylate (2 g, 7.4 mmol). in DCM (20 ml.) was added and the reaction was stirred for 15 min. Triethylsilane (2 ml_, 12.5 mmol) was added and the reaction was allowed to warm to room temperature overnight. Saturated aqueous Na2CO3 was added, the layers separated and the aqueous layer extracted with DCM. The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. The residue was washed with MeOH and dried in a vacuum oven, giving 2.07 g (76%) of the title compound., 1065181-58-9

As the paragraph descriping shows that 1065181-58-9 is playing an increasingly important role.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/118724; (2008); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

879-37-8, Indole-3-acetamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,879-37-8

Indole amide (1d) (2.09 g, 12 mmol) and 5-bromopyrimidine (2.48 g, 15.6 [MMOL)] were dissolved in DMF (12 mL), and potassium carbonate (1.82 g, 13.2 [MMOL)] and [CUO] (477 mg, 6.0 [MMOL)] were added and the reaction was stirred at 165 [C] for 18 h. The volatiles were removed under vacuo and the residue was partitioned between [CHC13] (300 mL) and water (150 mL). Two layers were separated and the aqueous layer was extracted with [CHC13] (100 mL). The combined organic layers were washed with water, brine and then filtered through Celite to remove insolubles. The filtrate was evaporated under vacuo to ca. 30 mL of volume, to which were added EtOAc (50 mL) and hexane (20 mL). The mixture was cooled to 0 [C,] and the resulting solid was collected by filtration to give 1.30 g of Compound 4a as a light yellow [SOLID.’H] NMR (CD30D) 8 9.13 (s, 1 H), 9.10 (s, 2 H), 7.69 (d, J = 8.0 Hz, 1 H), 7.60 (d, J = 8.2 Hz, 1 H), 7.53 (s, 1 H), 7.30-7. 22 (m, 2 H), 3.74 (s, 2 H). ES-MS m/z 253 [(MH+).] The a-keto ester 1c (78 mg, 0.28 [MMOL)] and amide Compound 4a (50 g, 0.2 [MMOL)] were combined in dry THF (3 mL) under argon and cooled in an ice bath as 1 M potassium t-butoxid in THF (0.8 mL, 0.8 [MMOL)] was added dropwise. The reaction mixture was stirred at 0 [C] for 40 min, then rt for 80 min. The mixture was cooled back to 0 [C] while 12 N [HCI] (1 mL) was slowly added. After stirred at rt for 5 min, the mixture was diluted with H20 (5 mL), basified with 3N [NAOH,] and extracted with EtOAc. The organic layers were combined and washed with brine, dried [(NA2SO4)] and evaporated in vacuo to give a crude solid. The crude product was purified by reverse-phase HPLC using a gradient of 10% to 90% [ACETONITRILE/WATER] (containing 0.2% TFA) to afford Compound 11 (32 mg) as a red-orange solid (TFA [SALT).’H] NMR (DMSO-d6) [8] 9.26 (s, 1 H), 9.07 (s, 2 H), 8.74 (s, 1 H), 8.66 (d, J = 3.6 Hz, [1] H), 8.14 (s, 1 H), 8.08 (m, 1 H), 8.05 (s, 1 H), 7.66 (dd, [J = 4.] 7,8. 2 Hz, 1 H), 7.61 (d, [J =] 8.3 Hz, 1 H), 7.53 (d, J = 8.3 Hz, [1] H), 7.20 (m, 2 H), 7.12 (s, 1 H), 7.09 (s, [1H),] 6.96 (m, 2H). ES-MS m/z 483 (MH+).

879-37-8 Indole-3-acetamide 397, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Janssen Pharmaceutica N.V.; WO2003/104222; (2003); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

171879-99-5, 4-Chloro-6-methyl-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-(4-(2,4-difluorophenoxy)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene Ethyl sulfonamide (395 mg, 0.9 mmol), 4-Chloro-6-methyl-1H-pyrrolo[2,3-b]pyridine (100 mg, 0.6 mmol), tetrakistriphenylphosphine palladium (69 mg, 0.06 mmol) and potassium carbonate (414 mg, 3 mmol) Ethanol/toluene/water (v/v/v = 9:3:1, 10 mL). The reaction solution was subjected to microwave reaction at 120 C for 0.5 hour under a nitrogen atmosphere. The reaction solution was evaporated to dryness, and the crude material was purified (yield: ethyl ether: 1:1) N-(4-(2,4-difluorophenoxy)-3-(6-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)phenyl)ethanesulfonamide (190 mg) , yield 71%)., 171879-99-5

171879-99-5 4-Chloro-6-methyl-7-azaindole 24729584, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Ye Guozhong; Liu Lei; Bao Rudi; Wu Shenghua; Deng Haining; (130 pag.)CN110041253; (2019); A;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16732-69-7,Ethyl 7-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.,16732-69-7

o a solution of ethyl 7-bromo-lH-indole-2-carboxylate (1.11 g, 3.73 mmol, available from, for example, Chem-Impex International Inc.) in DMF (15 mL) was added potassium carbonate (2.06 g, 14.92 mmol) followed by bromoethane (1.4 mL, 18.76 mmol). The reaction mixture was heated at 60 C for 1.5 h then concentrated under reduced pressure. To the crude product was added LiOH (0.844 g, 35.2 mmol) followed by THF (20 mL), water (20 mL) and MeOH (5 mL). The resulting mixture was stirred under nitrogen at rt for 16 hr then concentrated under reduced pressure. 2N HCl (aq) was added to the reaction mixture and the resulting solid filtered under reduced pressure then washed with 2N HCl then water and dried under reduced pressure to give the title compound as a white solid (905 mg, 90%). LCMS (formic) MH+ = 267.3/270.1, Rt = 1.13min

As the paragraph descriping shows that 16732-69-7 is playing an increasingly important role.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AMANS, Dominique; ATKINSON, Stephen, John; BARKER, Michael, David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; GARTON, Neil, Stuart; LIDDLE, John; RENAUX, Jessica, Fanny; SHEPPARD, Robert, John; WALKER, Ann, Louise; WELLAWAY, Christopher, Roland; WILSON, David, Matthew; (284 pag.)WO2016/185279; (2016); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

170147-29-2, tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

ferf-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate (5.75 g, 17.8 mmol), preparedaccording to the procedure described for Example 1, step 1, was added to a mixture of10% Pd/C in EtOH. Ammonium formate was added and the reaction stirred for 6 h. Themixture was filtered through Celite under a blanket of argon and the solvents were thenremoved. The residue was purified by flash chromatography to yield 3.5 g of ferf-butyl 5-hydroxy-1H-indole-1-carboxylate (74%). 1H-NMR (DMSO-d6) 5 9.19 (s, 1H), 7.84-7.78 (d,1H), 7.58-7.52 (d, 1H), 6.91 (s, 1H), 7.78-7.69 (m, 1H), 6.65-6.42 (m, 1H), 1.68-1.59 (s,9H).

170147-29-2, As the paragraph descriping shows that 170147-29-2 is playing an increasingly important role.

Reference：
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/51957; (2005); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.162100-42-7,6-Chloro-5-methyl-1H-indole,as a common compound, the synthetic route is as follows.

a) 1-(6-Chloro-5methyl-1H-indol-3-yl)-2,2,2-trifluoro-ethanone; Using a procedure described in J. Med. Chem. 1991, 34, 140, from 0.250 g (0.002 mol) of 6-chloro-5-methyl-1H-indole were prepared 0.38 g (96%) of the title compound as a white solid.

162100-42-7, The synthetic route of 162100-42-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bissantz, Caterina; Grundschober, Christophe; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick; US2007/21463; (2007); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles